The Wealth Elevator Podcast: Real Estate, Taxes, Investing

40 Episodes
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By: Lane Kawaoka, PE

🎓 Get free access to our 12-module Masterclass and start your journey today at TheWealthElevator.com/master.The Wealth Elevator is your ultimate guide to financial freedom. From my humble beginnings buying small rental properties in 2009 as an W2 working engineer to becoming a general partner in over $2.1 billion in assets, we reveal the three-step wealth-building system, covering:🚀 Alternative investments to diversify your portfolio💰 Tax income strategies for financial independence🏦 Infinite banking to maximize your wealthJoin our community and get access to our free Masterclass - theWealthElevator.com/clubWelcome to those who found us through the new book! Welcome to our Ohana! Hoste...

Is Buying a Home to Live In a Smart Investment Strategy?
#499
Last Tuesday at 10:00 AM

If you’d like a free copy of the book, just email us at team@thewealthelevator.com and tell us how you found us.


In today's podcast, we delve into the financial implications of buying a home to live in versus renting and investing. The host introduces the concept of the 'wealth elevator' as described in their book, which categorizes different financial stages and offers tailored advice. They discuss why individuals in high-priced areas or early stages of wealth building might benefit more from renting and investing in rental properties instead of purchasing a home. Practical insi...


Advanced Tax Strategies for Business Owners | Home Office Deductions, Augusta Rule, and More
#498
06/06/2025

If you’d like a free copy of the book, just email us at team@thewealthelevator.com and tell us how you found us.


In this episode, we dive deep into various tax strategies tailored specifically for business owners. We cover essential topics such as home office deductions, the Augusta Rule, paying your kids on payroll, Solo 401(k)s, and advanced strategies like captive insurance. The first half of the podcast is dedicated to potential tax changes currently under review by the Senate. We discuss extensions of the Tax Cuts and Jobs Act, increases in qualified busi...


The Hidden Downsides of Real Estate Syndications
#497
06/03/2025

We explore the downsides of investing passively in real estate syndications and why you might instead consider investing in smaller rental properties on your own. We discuss limited control, investment illiquidity, high minimum investments, and operational challenges. Despite these cons, we also briefly touch upon the advantages of syndications such as diversification and tax benefits. We highlight the importance of due diligence, building trust and relationships within investor networks, and understanding the tax efficiencies offered by syndications through cost segregation. Join us to uncover if passive real estate syndication is right for you and learn about strategies for successful...


They Can Sue You… How the Wealthy Protect Assets: Bridge Trusts & Offshore Entities
#496
05/20/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


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Understanding Asset Protection and Trusts with Brian Bradley | Managing Wealth and Legal Risks


In this episode, we dive into the complexities of asset protection and trusts with experienced attorney Brian Bradley. We explore various strategies for shieldin...


Why You Shouldn't Rescue Old Deals, Tariff Impacts, REIT Platform Risks, What If the GP Dies?
#495
05/06/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


[Wealth Elevator Office Hours]


In this episode of Wealth Elevator's monthly office hours podcast, the host answers questions from members and offers comprehensive insights into current investment trends, particularly focusing on real estate syndication, market corrections, inflatio...


Syndication Cram School Part 8: Investor Philosophy
#494
04/22/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this podcast episode, we replay the eighth section of the syndication LP course, focusing on investment philosophy, customizing buy boxes, and what to look for in deals. The episode also covers practical tax extension tips, how to break up with...


Maximizing Retirement Plans and LP tips
#493
04/15/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


Managing qualified retirement plans (QRPs). The host offers insights on the importance of diversifying assets and taking a cautious approach to market trends. Viewers' questions are addressed on topics such as self-directed IRAs, checkbook IRAs, investing in alternatives, and finding...


Mastering Your Career and Securing Job Opportunities | Interview with Madeline Mann
#492
04/08/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this episode of Wealth Elevator, we discuss how to navigate the challenging job market and effectively spruce up your resume. Our guest, Madeline Mann, author of 'Reverse the Search,' shares insights on landing career-defining roles, optimizing LinkedIn profiles...


The 4 Ways Real Estate Makes You Money (30% ROI With Real Numbers!)
#491
04/01/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In today's podcast, we break down the math behind the four essential ways to make money with rental real estate. Our host shares personal experiences from his early twenties when he transitioned from conventional 401k investments to buying his first re...


New Deal Desk: Vetting Deals and Operators
#490
03/25/2025

In this episode, we delve into the challenges of transitioning from owning rental properties to investing in syndications, private placements, and private funds. Our host discusses common pitfalls, the importance of due diligence, and introduces the Deal Desk offering – a service designed to help investors vet potential deals and operators. Learn how the Deal Desk can assist you in scrutinizing opportunities, leveraging industry tools, and evaluating property management teams. This informative session is tailored for both seasoned and new investors aiming to make informed investment decisions in the dynamic world of real estate syndications.


00:00 Introduction and Fi...


2.5M Net Worth Coaching Call: Sell the rentals?
#489
03/17/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this coaching session, Lane advises Jasmine on managing her real estate portfolio and personal finances. Discussion spans topics such as evaluating home equity, handling rental properties, effective strategies for tax efficiency, infinite banking, and the importance of sophisticated investin...


2025 Trends: Real Estate, Economic Shifts, and Investment Strategies
#488
03/11/2025


In this episode, we delve deep into the anticipated trends for 2025 and beyond, focusing on various economic shifts, commercial and residential real estate dynamics, and macroeconomic factors. We explore the impact of Trump's tariffs, inflation, interest rates, and the resulting effects on different asset classes like Class A, B, and C real estate. We also discuss strategies for investors in an ever-evolving market, touching on topics such as loan types, the importance of diversification, and finding value in a fluctuating economy. Join us as we provide insights to help you navigate through these trends and make...


Revisiting My First Podcast: 9 Years Later, What’s Changed?
#487
03/04/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this sentimental episode, the very first podcast episode from 2016, reflecting on his journey over the past nine years. He discusses his transition from investing in small rental properties to larger multifamily deals and syndications, the personal changes in his life...


Angel Investing 101: A Beginner’s Guide to High-Growth Investments
#486
02/25/2025

Everything I know is laid out in my book and this 12-module Masterclass, available for you to watch on-demand. To get free access go here.


In this episode, the host speaks with his mentor Cliff, an experienced investor in the venture capital, tech, and angel investing spaces. They discuss the importance of having multiple mentors and diversifying investments beyond real estate into private equity and venture capital, especially in light of recent high interest rates. Cliff provides an overview of angel investing, shares his journey from stocks to real estate, and highlights the role of venture cap...


Net Present Value Method in Retirement Planning
#485
02/18/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this podcast episode, the host discusses key aspects of retirement planning theory and financial health analysis. Key topics covered include a detailed analysis of the barbell portfolio strategy, the balance between risky and conservative investments, and personal finance manageme...


Why New Investors Should Avoid 'Sexy' Investments and Focus on Real Estate
#484
02/11/2025

Everything I know is laid out in my book and this 12-module Masterclass, available for you to watch on-demand. To get free access go here.


Differing symbolic meanings of money in relationships, influenced by Gary Chapman and Dr. John Gottman. The episode also strongly advises new investors against high-risk 'sexy' investments like crypto, citing the value of stable and reliable investments such as rental real estate. Featured topics include the importance of cash flow, the drawbacks of following advice from figures like Elon Musk and Warren Buffett, and tips for leveraging partnerships and scaling in the rea...


The Truth About 401k Fees: What Your Advisor Won’t Tell You with Chris Miles
#483
02/04/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


In this episode, ex-financial planner Chris Miles joins us to uncover the hidden fees and costs of working with certified financial planners. We delve into the broader investment world, discussing the current state of real estate, private equity, and the conc...


Tax Benefits: Real Estate Syndication vs Crowdfunding vs REIT
#482
01/28/2025

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master


🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/club


Deduct property improvements over 27 years and the advantages of Passive Activity Losses (PALs). Lane also discusses why he prefers syndications and private placements over crowdfunding websites and REITs, highlighting the importance of cutting out middlemen and working directly with the sour...


Goal-Setting Masterclass Inspired by Tony Robbins
#481
01/21/2025

Everything I know is laid out in my book and this 12-module Masterclass, available for you to watch on-demand.


Join us live from the Annual Goals Seminar at the Wealth Elevator retreat. In this comprehensive video, we delve into practical strategies for goal-setting, drawing inspiration from Tony Robbins and other successful coaches. Learn how to get clear, focused, and committed to your goals, and utilize exercises to gain clarity and momentum. Whether you're setting financial, personal, or relationship goals, this video offers actionable steps to achieve them. Perfect for both newcomers and long-time members, this seminar als...


Generations at Work: How Demographics Shape Business Success
#480
01/14/2025

Check out our future deals, 12 Masterclass video series, and join our community: https://thewealthelevator.com/club/


In this comprehensive episode, we delve into the intricacies of how different generations, from Baby Boomers to Gen Z, intersect and interact in the workplace. Hosted by a senior millennial, this presentation brings on seasoned business advisor and Vistage Chair, Tomas Tomasevic, who offers an in-depth analysis of generational dynamics, workplace expectations, and future economic trends. The discussion covers the challenges and opportunities in managing a multi-generational workforce, the impact of technology, the importance of psychometrics, and how economic conditions...


PPM Syndication Documents: Section 6 of the Syndication E-Course
#479
01/07/2025

Everything I know is laid out in my book and this 12-module Masterclass, available for you to watch on-demand. However, a critical piece of this journey lies in building social relationships and deal flow—something you’ll find within our inner circle mastermind, FOOM. Don’t miss out—apply today! http://thewealthelevator.com/master 



In this episode, we dive deep into the sixth section of our syndication e-course, focusing on essential legal documents like the Private Placement Memorandum (PPM). Topics include the importance of these documents, key terms, risk mitigation, and fiduciary responsibilities. Additionally, w...


Capital Gains, Depreciation, and Loopholes: Winning Strategies for 2025!
#478
12/28/2024

Check out our future deals, 12 Masterclass video series, and join our community: https://thewealthelevator.com/club/


In this podcast episode recorded in 2025, the host and a CPA delve into advanced tax topics, including passive activity losses, cost segregations, and how different types of income are taxed. They also discuss specific tax mitigation strategies such as the real estate professional status, the role of a management company, and the potential benefits and pitfalls of oil and gas investments and land conservation easements. The episode features a live Q&A session where they address a wide range of...


Extra Real Estate Tax Benefits: Cost Segregations & Bonus Depreciation
#477
12/24/2024

Run a cost segregation here theWealthElevator.com/costseg


In this podcast episode, we dive into the topic of cost segregations, a valuable tool for investors to extract extra passive losses that may potentially be used on personal taxes. We discuss the impact of recent Fed rate cuts, market reactions, and why some investors prefer private equity over stocks. Later, we explore the benefits of cost segregation in real estate, including accelerated depreciation and bonus depreciation, and how they can lead to significant tax savings. Our guest AJ Alliance from DIY Cost Seg explains the fundamentals of...


4 Ways to Source Investment Capital
#476
12/17/2024

Everything I know is laid out in my book and this 12-module Masterclass, available for you to watch on-demand.


In today's podcast episode, we dive deep into various ways to source investment capital, perfect for managing passive losses in 2024 and preparing for 2025. Learn about the current state of inflation, interest rates, and their implications for your long-term debt. We'll also explore the dynamics of the real estate market, including cap rates and investment opportunities in different property classes. Discover four significant sources of investment capital and the strategies to optimize your investments. Join us for an enr...


Building a Sustainable Family Office
#475
12/10/2024

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In today's podcast, we discuss the concept and importance of family offices with Scott, author of 'Building a Sustainable Family Office.' As the world evolves, so do wealth management strategies. We delve into the advancements in technology like unmanned taxis, self-driving trucks, AI, and their implications on wealth. We also explore the notion of building family wealth, methods to hire professional help like CPAs and fractional CFOs, and the importance of a flexible, well-structured family office. Scott shares insights from...


Beat the Blues: The Holiday Mask with David Lawson of AwakeWarrior.com
#474
12/03/2024

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In this episode, Lane interviews David Lawson, founder of AwakeWarrior.com, to discuss the journey from chasing financial success to finding inner peace and fulfillment. The conversation covers the importance of mental and emotional health, especially for busy professionals and entrepreneurs. David shares his personal experience with burnout and the transformative power of meditation, yoga, and Ayurveda. Practical exercises like morning emotional check-ins and belly breathing are introduced to help listeners manage stress and anxiety while...


Healthcare: Saving Money and Ensuring Quality Care
#473
11/26/2024

Join the Hui Deal Pipeline Club and secure a personal one-on-one call with Lane!

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In this episode, we diverge from our usual topics of taxes and real estate to focus on a crucial aspect of personal finance: healthcare. Joined by Dr. Vedat, author of 'The Roadmap to Hospital Care,' we delve into patient advocacy, navigating health emergencies, and the importance of preventative care. Learn about the intricacies of the U.S. healthcare system, the role of primary and functional medicine, and how to prepare for unexpected medical costs. Dr...


Quarterly Market Update 2024: Interest Rates and Economic Trends
#472
11/19/2024

Check out our past deals, future ones, and join our community: https://thewealthelevator.com/club/


In this week's podcast episode, we'll dive into the quarterly market update for the final quarter of 2024. We'll explore predictions for interest rates, a deep analysis of the prevailing commercial real estate trends, and how the election affected rate cuts. Announcements include upcoming webinars on private equity and a live Q&A session with a CPA. Additionally, save the dates for our Hui 7 retreat in Hawaii and our special holiday master classes. Get detailed insights into how bridges debt is impacting...


Buying Websites as Digital Asset Investments Webstreet.co
#471
11/12/2024

Check out our past deals, future ones, and join our community: https://thewealthelevator.com/club/



In this episode, we delve into the implications of the recent election on various investment opportunities, including real estate and digital assets. Our host shares insights on the potential return of bonus depreciation and other tax changes, as well as the advantages of investing in real estate and emerging digital assets. We highlight an upcoming CPA webinar for year-end tax strategies and discuss the intersection of politics with market dynamics. Special guest Kyle Kuderewski from Webstreet joins the c...


Mergers and Acquisitions for Dummies with Bill Snow
#470
11/05/2024

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In this podcast episode, we interview Bill Snow, seasoned mergers and acquisitions professional and author of 'Mergers and Acquisitions for Dummies'. Discussing the intersection of M&A and private equity, we delve into the intricacies of buying and selling businesses, what it entails for business owners, and the investment strategies surrounding such deals. Additionally, we cover the implications of potential political outcomes on investment strategies, tax changes, and economic conditions. Bill shares his journey into investment banking, insights into navigating the...


Guide to Infinite Banking with Whole Life Insurance
#469
10/29/2024

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Concept of Infinite Banking and how leveraging life insurance policies can maximize your financial growth and stability. Learn sophisticated strategies used by affluent individuals and major corporations to enhance wealth, including tax-free loans, withdrawals, and high-return investments. Discover how policy configuration, paid-up additions, and leveraging cash value can provide a secure financial future. We also address common misconceptions, policy illustrations, and steps from underwriting to fund access. Whether you are a high-income earner or looking to diversify your financial toolkit, this...


Wills, Trust, Estate Planning Intro
#468
10/22/2024

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Join us for an insightful episode with Ethan Okura from Okura Associates Estate Planning Attorneys as we explore the critical components of estate planning. Learn about living trusts, advanced healthcare directives, and durable power of attorney, essential for protecting your assets and making crucial decisions. Discover the intricacies of wills, revocable and irrevocable trusts, probate processes in Hawaii, and the benefits of using beneficiary designations. Understand the importance of conservatorships, trusts for special needs families, and strategies for selecting trustees. We'll...


Engineer to Financially Free: Lane's Journey
#467
10/15/2024

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In this episode, Lane walks us through his transformation from a W2 engineer to a financially free entrepreneur in real estate. He shares insights on alternative investment strategies, including leveraging rental properties and syndications, while offering a critique of traditional retirement plans like 401ks and Roth IRAs. Lane emphasizes the role of tax strategies and Infinite Banking in wealth creation. Additionally, he discusses the importance of finding mentors, surrounding yourself with like-minded individuals, and consistently taking action towards financial freedom. Tune...


Coaching Call: Avoiding Costly 1031 Exchange Mistakes in Real Estate Investing
#466
10/08/2024

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Coaching Call: Avoiding Costly 1031 Exchange Mistakes in Real Estate Investing


In this episode, we dive into a one-on-one coaching call where we discuss alternatives to the 1031 exchange, recounting personal experiences and valuable lessons. Join us as we reconnect with a past client, explore the pitfalls of traditional investment strategies, and analyze the benefits of diversifying into value-add projects. Whether you're a seasoned investor or new to the community, this episode offers insights into smarter, more sustainable investing. Don't...


Online Business Investments in depth on Couch.com
#465
10/01/2024

Check out our past deals, future ones, and join our community: https://thewealthelevator.com/club/


Welcome back to the Wealth Elevator Podcast! In this episode, we venture beyond traditional real estate investments into the realm of online business acquisitions. Recorded on the go, our host, Lane, highlights the importance of relationships, numbers, and adaptability in this ever-changing investment landscape. Joined by Alex from Couch.com, we delve into the nuances of content websites, affiliate marketing, and the opportunities that lie in the e-commerce space. Alex shares his journey from acting to successful entrepreneurship, shedding light on...


Invest my Retirement Accounts? SDIRA, Solo401K, Roth IRA
#464
09/24/2024

Check out our past deals, future ones, and join our community: https://thewealthelevator.com/club/


In today's podcast, we dive into utilizing qualified retirement plans, such as self-directed IRAs and solo 401ks, for business owners and side hustlers. We discuss the recent Fed rate cut and its impact on the economy and interest rates. The importance of value-added real estate deals, private equity, and the strategic use of retirement accounts for high volatility investments like cryptocurrencies are covered. We also explore tax benefits of different investment strategies, leveraging non-tax advantaged funds, and the hierarchy of financial...


RSUs to ISOs: Stock Options for Techies and Start Ups
#463
09/17/2024

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Understanding RSUs and ISOs: Expert Insights for Tech Startup Employees


In today's podcast, we bring on an expert to discuss Restricted Stock Units (RSUs) and Incentive Stock Options (ISOs) for those in tech startups. We delve into the impact of the September 13 end of corporate stock buybacks on tech stocks and what it could mean for your investments. With interest rates dropping, now might be a crucial time to reconsider putting more money into the stock market. Additionally...


Harry Dent: Predicting Economic Cycles
#462
09/10/2024

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In this week's podcast episode, we sit down with market analyst and author Harry Dent to discuss his predictions for a significant market crash and the role demographics, such as baby boomers and millennials, play in economic cycles. Harry delves into the impacts of COVID-19, the recent shifts in investment strategies by family offices, and why the stock market's current rise is unsustainable. We also explore alternative investments like bonds, nursing homes, international markets, and the future of real estate. Harry...


Syndication Cram School #5 - LP Checklist
#461
09/03/2024

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Unlocking Syndication Investment: LP Checklist, Market Insights, and Wealth Strategies


In this week's podcast episode, we dive into the fifth section of the syndication e-course, focusing on the LP checklist. We'll integrate previous content on vetting people, vetting numbers, and understanding deals. Before that, don't miss our announcement on the release of a free masterclass on tax strategies to eliminate capital gains. We also discuss current shifts in the real estate market, notably in Savannah, Georgia, and explore...


27-Year Depreciation Cycle, Renting to Yourself, Annual Retirement Income, and Lane's Take on Dave Ramsey's 'Baby Steps
#460
08/27/2024

Maximizing Your Investment Strategy: Advanced Tips Beyond Dave Ramsey's Baby Steps


This week's episode breaks down listener questions on tax strategies, the significance of the 27-year depreciation cycle for rental properties, renting a property to oneself using an LLC, and understanding annual retirement income. In addition, Lane critiques Dave Ramsey's 'Baby Steps', offering insights tailored for high-net-worth individuals. Learn why sophisticated investors should play a different game with a focus on maximizing returns and strategic asset allocation. Subscribe to The Wealth Elevator and elevate your financial journey!


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